135574-63-9

Basic information

• Product Name: (2S,3R,4S)-2-(hydroxymethyl)-4-[(11R)-11-hydroxy-13-methyltetradecyl]azetidin-3-ol
• CAS NO: 135574-63-9
• Molecular Formula: C₁₉H₃₉NO₃
• Molecular Weight: 329.5179
• Mol File: 135574-63-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 481.8°C at 760 mmHg
• Flash Point: 84.1°C
• Density: 0.989g/cm³
• Vapor Pressure: 2.62E-11mmHg at 25°C
• Refractive Index: 1.488
• CAS DataBase Reference: (2S,3R,4S)-2-(hydroxymethyl)-4-[(11R)-11-hydroxy-13-methyltetradecyl]azetidin-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R,4S)-2-(hydroxymethyl)-4-[(11R)-11-hydroxy-13-methyltetradecyl]azetidin-3-ol(135574-63-9)
• EPA Substance Registry System: (2S,3R,4S)-2-(hydroxymethyl)-4-[(11R)-11-hydroxy-13-methyltetradecyl]azetidin-3-ol(135574-63-9)

Safety Data

• Hazardous Substances Data: 135574-63-9(Hazardous Substances Data)

Upstream product

• 23850-78-4 4-methyl-1,2-epoxypentane 
• 691-37-2 4-Methyl-1-pentene 
• 60856-89-5 2-(R)-isobutyl-oxirane 
• 629-05-0 n-octyne 

Relevant articles and documents

Divergent total synthesis of penaresidin B and its straight side chain analogue

The divergent synthesis of penaresidin B and its straight side chain analogue was accomplished by constructing an azetidine ring via SN2 type cyclization of protected 2,3-syn-3,4-syn-4-amino-1,3-dihydroxyhept-6-en-2-yl mesylate and late-stage introduction of an alkyl side chain via olefin cross-metathesis of 4-allylazetidine with readily available terminal alkenes. This synthetic route would be useful to synthesize penaresidin side chain analogues.

Novel and practical asymmetric synthesis of an azetidine alkaloid, penaresidin B

A novel and efficient asymmetric synthesis of the potent actomyosin ATPase activator, penaresidin B, is described in a short and complete stereoselective manner by featuring the elaboration of the fully functionalized homochiral lactam, which can also be

Synthesis of sphingosine relatives. Part 19. Synthesis of penaresidin A and B, azetidine alkaloids with actomyosin ATPase-activating properties

Three stereoisomers of penaresidin A 1 and two stereoisomers of penaresidin B 2' (Scheme 5), azetidine alkaloids isolated from the Okinawan marine sponge Penares sp., have been synthesized.In the course of our synthetic study, the correct structure of penarisidin B has been shown to be not 2 but 2'.Natural penaresidin A is either (2S,3R,4S,15S,16S)- or (2S,3R,4S,15R,16R)-1 and natural penaresidin B is either (2S,3R,4S,15S)- or (2S,3R,4S,15R)-2'.